Water → 3-Bromo-6-chloro-2-methoxypyridine

HRID 338523

Reaction equation

HRID 338523 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.[CH3:10][O-:11].[Na+].O>C(#N)C>[Br:1][C:2]1[C:3]([O:11][CH3:10])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 215518193-Bromo-2,6-dichloropyridine

Product 1

HCID 532174543-Bromo-6-chloro-2-methoxypyridineYield 93.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-bromo-2,6-dichloropyridine (3.00 g, 13.2 mmol) in acetonitrile (20 mL) was added sodium methoxide (methanol solution, 4.83 mol/L, 3.0 mL) dropwise at 0° C. The mixture was stirred at room temperature over night. To the mixture was added 30 mL of water, and the organic was evaporated. The resulting suspension was filtered, and the pad was washed with water for several times. The pad was dried under reduce pressure to give title compound (2.74 g, 93.2%) as white solid.

Workup

  1. customthe organic was evaporated
  2. filtrationThe resulting suspension was filtered
  3. washthe pad was washed with water for several times
  4. customThe pad was dried

Sources & evidence

ORD record
ord-9c9d8474c4a8480f968ef626d4d6ae74
Source dataset
uspto-grants-2014_11
Patent number
US08889730B2

Linked notes

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